Middletown NY Real Estate & Homes for Sale

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Beds:
4
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1055722
Type:
Single Family
Lot size:
0.04 Acres
Year built:
1900
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Four Bedrooms & Low Taxes in Middletown! Looking for four bedrooms without giving up living space? This 4-bedroom, 2-bath home offers the generous room sizes and distinct living areas that make older homes so appealing. Its rooms have space to serve their intended purposes, while a large attic and full basement offer ample storage and flexibility for other uses. Total annual property taxes were approximately $3,750 in 2025—unusually low for a home this size. A new high-efficiency Navien tankless combination boiler is another valuable upgrade. Located in Downtown Middletown, the home combines space, convenience, and low carrying costs for an owner-occupant or investor. The neighboring property may also be available separately for buyers interested in acquiring both.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,981
Status:
Active
MLS#:
1055723
Type:
Single Family
Lot size:
0.33 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Preferred Properties Real Esta 845-783-4147
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ADDITIONAL INFORMATION

NEW CONSTRUCTION 3 BEDROOMS 3 FULL BATHROOMS FINISHED LOWER LEVEL OVERSIZED 2-CAR GARAGE. BE IN FOR THE HOLIDAYS! Welcome to this beautifully customized new-construction residence where thoughtful architectural design, sophisticated finishes, and modern functionality come together to create an exceptional home. This stunning 3-bedroom, 3-full-bathroom residence offers a unique blend of luxury, comfort, and contemporary living. Every detail has been carefully considered to provide an elevated living experience, with quality craftsmanship and distinctive architectural features throughout. The spacious, thoughtfully designed floor plan offers an ideal setting for entertaining and everyday living. The finished lower level provides additional living space, perfect for a family room, home office, gym, or entertainment area. The oversized two-car garage provides ample room for vehicles and additional storage.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
1055423
Type:
Single Family
Lot size:
7.4 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
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ADDITIONAL INFORMATION

THEIR INVESTMENT. YOUR OPPORTUNITY! Offered far below the seller's investment- come see for yourself this STUNNING custom-built Lok-N-Logs home set on 7.4 acres, where superior craftsmanship, rustic character and modern comfort come together beautifully. Constructed with pressure-treated, kiln-dried logs and recently enhanced with impressive new additions, this one-of-a-kind property offers space, privacy and a lifestyle all its own. Inside, cathedral ceilings, exposed log beams, hardwood floors and solid wood doors showcase the home’s craftsmanship. The expansive open floor plan seamlessly connects the kitchen, dining and living areas, offering an inviting space designed for both everyday living and entertaining, while an electric stove adds cozy cabin ambiance. The refreshed kitchen features professionally painted cabinetry, new butcher block countertops and brand-new stainless steel appliances. Taking center stage is the impressive custom-built island with its thick knotty pine live-edge top, offering generous prep, serving and gathering space while beautifully complementing the home's authentic log construction. Adding even more character, the custom-made solid pine, live-edge furniture shown throughout the home is INCLUDED in the sale. Handcrafted by the Amish at Custom Creations, these distinctive pieces beautifully complement the home and allow the next owner to move right in and enjoy the complete log-home experience. The impressive NEW first-floor primary suite is a retreat all its own, featuring a vaulted knotty-pine ceiling, warm wood walls, abundant natural light, mini-split A/C and a sliding barn-style door leading to the beautifully finished en-suite bath. Designed with a rustic-meets-modern feel, the bath showcases an oversized 8' walk-in tiled shower, custom double vanity with a natural live-edge wood top, dual sinks and striking black accents. Also on the main level are a second bedroom, full bath and versatile bonus nook/flex space ideal for a home office, nursery, reading nook or sitting area. Upstairs, the loft-style second primary suite is filled with character, showcasing a dramatic vaulted ceiling, exposed log beams, beautiful wood floors and its own skylit full bath with shower, creating a warm and inviting private retreat. And there's more! Car enthusiasts, hobbyists or anyone needing exceptional additional space will appreciate the NEW 30' x 30' detached garage. Thoughtfully constructed with a steel beam creating an impressive wide-open span, it also features stairs leading to a spacious, completely open upper loft with tremendous possibilities for a workshop, studio, hobby area or additional storage. Outside, relax on the Trex deck with maintenance-free vinyl railings while taking in the natural beauty of the property . There's room to spread out, entertain, garden and enjoy morning coffee, and evening stargazing in your own peaceful country setting. Located in the Pine Bush School District, you'll enjoy the feeling of being away from it all while remaining convenient to shopping, casual and fine dining, golf, hiking, walking trails with easy access to major highways. Approximately 10 minutes to Middletown and the Town of Wallkill Metro-North station for added commuter convenience.

Beds:
2
Baths:
1.00
Sq.Ft.:
960
Status:
Active
MLS#:
1046716
Type:
Single Family
Lot size:
4 Acres
Year built:
2000
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates 845-547-0005
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ADDITIONAL INFORMATION

Looking for a new home with a picturesque property just in time for the holidays? One that offers privacy, tranquility, and natural beauty? Your search is over! This charming ranch is nestled on a gorgeous property featuring a large, picturesque pond and peaceful surroundings—creating your own private Hudson Valley retreat. The detached two-car garage offers plenty of room for vehicles, storage, a workshop, or your favorite hobbies.Whether you’re relaxing by the water, taking in the beautiful scenery, or entertaining family and friends, this special home delivers the space and serenity you’ve been searching for. Come experience the privacy, possibilities, and peaceful lifestyle this beautiful property has to offer!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,848
Status:
Active
MLS#:
1051888
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Century 21 Full Service Realty 845-639-1234
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ADDITIONAL INFORMATION

Welcome to this beautiful renovated single family home in a convenient Middletown location! This property has been extensively updated and offers a spacious, flexible living layout with plenty of room for comfortable living. The home features multiple living areas, updated bathroom and a versatile layout that can accommodate a variety of lifestyle needs. Enjoy a private driveway backyard and gatherings.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,308
Status:
Active
MLS#:
1054903
Type:
Single Family
Subdivision:
Lane Meadow Farms
Lot size:
1.72 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Parcel Realty LLC 845-600-0129
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ADDITIONAL INFORMATION

New construction at Lane Meadow Farms. Lot 1 offers 4 bedrooms, 3.5 baths, and 2,696 sq ft of above-grade living space on a 1.72-acre lot in the Town of Mamakating, Sullivan County. The open-concept main level features a custom kitchen with island and pantry flowing into the family room, a formal dining room, a private study, mud room, and powder room. A covered front porch and rear deck extend the living space outdoors. Upstairs: a primary suite with walk-in closets, three additional bedrooms, a large bonus room, and second-floor laundry. The full unfinished basement with 9-ft ceilings offers future potential. Attached 2-car garage. Completion expected 2026. Pine Bush schools. Taxes are estimated (land assessment until completed); buyer to verify.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,796
Status:
Active
MLS#:
1052738
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1967
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Nothing here is waiting on you. No list taped inside a cabinet door, no quote you keep meaning to call back about, no weekend already promised to a project. You pull in under trees that have been shading this yard for close to 60 years, stone at the entry, new siding and new windows catching the light underneath, and the only thing left to decide is where the couch goes. The leaves move overhead and the day you just had starts letting go of you before you reach the door. Open it and the living room lifts with the roofline. A wide picture window puts the yard right in the room. Against the staircase stands a floor to ceiling fluted wall in deep espresso wood, and you will catch yourself looking at it again on your way back to the kitchen, where white cabinets, quartz counters, stainless appliances and a veined tile backsplash come up bright under the lights, and the island becomes wherever everybody stands. Here is what matters once you own it. All of that was replaced. Kitchen, both bathrooms, floors, interior doors, lighting, siding, windows. The roof is newer, the heating system is 2 years old, and the water heater was just installed. No first project, no second project, no winter spent waiting on a contractor. Your bedroom is on the main floor with its own bathroom, a glass walk in shower that runs hot, and a backlit mirror that makes a 6 a.m. alarm easier to forgive. Three more bedrooms upstairs cover the home office, the hobby, and whoever comes to stay. The lower level is finished, which is where the rainy afternoons go. Out back, the sliding doors off the dining area open to a patio, and a few steps further to the new deck. Behind it the ground rises in tiered fieldstone walls, natural stone steps climb to a second level of lawn, and the shade up there is the kind no new build can hand you. You will eat out there later than you planned, more often than you expect. The address says Middletown. The schools are Pine Bush. Circleville Elementary and Middle are roughly 4 miles off, the Galleria at Crystal Run is about 5 minutes away, and the Middletown station on the Port Jervis line sits barely a mile from the door, with Route 17 and I-84 right there for the days Manhattan, 70 miles southeast, is on the schedule. Weekends fill themselves. Saturday morning at the market at Erie Way Park, dinner at Oak & Reed downtown, a tasting at Brimstone Hill or Bashakill Vineyards, LEGOLAND about 15 minutes away in Goshen, Storm King on a pass from Thrall Library. The Pine Bush UFO Fair comes every May, the Orange County Fair every July, and the summer headliners on the lawn at Bethel Woods are under an hour away. The hard part is already finished here. The trees just keep getting better.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,899
Status:
Active
MLS#:
1054741
Type:
Single Family
Lot size:
0.13 Acres
Year built:
2010
A broker reciprocity listing Courtesy: KFortuna All Aspects Realty 845-867-4046
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ADDITIONAL INFORMATION

Welcome to 50 Cobblestone Lane, a spacious residence in Middletown's desirable Woodside Knolls community. Designed for comfortable everyday living and effortless entertaining, this inviting home features a bright, open layout with generously sized living spaces and plenty of room to relax, gather, or work from home. Cozy fireplace and huge backyard for relaxing or entertaining. Beautifully remodeled luxurious chef's kitchen open concept featuring a large island, elegant cabinetry, high-end appliances, and a stunning range with a decorative pot-filler waterspout. Conveniently located near shopping, dining, schools, major roadways, and the area's many recreational attractions, this property offers an appealing combination of comfort, community, and accessibility.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,092
Status:
Active
MLS#:
1052724
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1975
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

This 3-bedroom, 1 bath raised ranch in Middletown offers 1,092 square feet of living space on a 0.22-acre lot, with a practical layout, hardwood floors, an attached two-car garage, just needs a little cosmetic refreshing to make it shine. The main level features a spacious living and dining area with hardwood flooring and a large picture window, creating an open, comfortable setting for everyday living and entertaining. The kitchen includes extensive warm wood cabinetry, light-colored countertops, a tiled backsplash, a gas range, built-in microwave, dishwasher, refrigerator, and a ceiling fan, with a convenient layout that connects naturally to the dining area. The home offers three bedrooms and a full bathroom with a tub/shower combination and wood cabinetry for storage. The lower level offers excellent potential for additional living space and an attached two-car garage. Outside, the property offers a beautiful back yard with a broad lawn, established landscaping, a paved rear patio, and attractive hardscaping with retaining walls that help define the sloped lot. Located in Middletown within the Middletown School District, the property is convenient to local shopping, dining, recreation, and transportation. The nearby Metro-North station provides service to NYC on the Port Jervis Line, while the Galleria at Crystal Run offers more than 100 shopping, dining, and entertainment options. The city also maintains numerous parks and recreational facilities. Major road connections including NY-17/I-86, NY-211, and I-84 provide access throughout Orange County and the surrounding Hudson Valley.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,133
Status:
Active
MLS#:
1052376
Type:
Single Family
Year built:
1990
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Welcome to 65 Jimal Drive, where comfortable living meets the convenience of a low-maintenance lifestyle. This well-kept two-bedroom, one-and-a-half-bath condo offers a bright and inviting layout with updated vinyl flooring flowing through the main living spaces. The spacious living room provides plenty of room to relax or entertain and opens naturally into the dining area and kitchen, creating an easy everyday flow. The eat-in kitchen offers generous cabinet and counter space, a breakfast bar for casual seating, and room for a full dining table. Upstairs, two bedrooms provide flexible space for sleeping, working from home or guests, while the in-unit laundry adds everyday convenience. Central air, assigned parking and community maintenance make life that much easier, with grounds care, snow removal and trash included in the monthly association fee. Conveniently located in Middletown with shopping, dining and everyday necessities nearby, 65 Jimal Drive offers the space of a home without all the exterior upkeep

Beds:
2
Baths:
2.00
Sq.Ft.:
1,133
Status:
Active
MLS#:
1048976
Type:
Single Family
Subdivision:
Highland Park Village Condominium Community
Lot size:
0.01 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-928-9691
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ADDITIONAL INFORMATION

Don't miss this great condo with an open floor plan. This two story Condo includes: two bedrooms, one and a half bathrooms, eat in kitchen, open dining room and living room combination, laundry room and the primary bedroom has two walk in closets. The second bedroom also has a spacious walk in closet. A convenient commuter location. There is a clubhouse available for parties and entertaining.

Beds:
1
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1052461
Type:
Single Family
Lot size:
0.11 Acres
Year built:
1900
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Investor Alert: Turn-Key Cash Flow in Downtown Middletown!Tucked away at the end of a quiet street, this charming single-family home offers an incredible, immediate investment opportunity. The property features a reliable, long-term tenant already in place, generating a steady $1,650 per month in rental income. The main floor boasts a functional kitchen, living room, formal dining room, full bathroom, and a bonus space perfect for storage. Upstairs, you will find an expansive, oversized bedroom suite that was previously configured as two separate bedrooms—offering excellent flexibility to easily convert it back for increased value. Complete with a generous backyard, remarkably low taxes, and a highly walkable location just minutes from downtown dining, local shopping, and the NYC bus terminal, this property is a powerful addition to any portfolio. Schedule your viewing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,217
Status:
Active
MLS#:
1047251
Type:
Single Family
Subdivision:
Scotchtown Estates
Lot size:
1.9 Acres
Year built:
2023
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

Welcome to 112 Elise Drive, an elegant center-hall Colonial set on 2 peaceful acres in the newly developed Scotchtown Estates community. Offering more than 3,200 sqft with an abundance of natural light, open concept living space, 9ft ceilings, 4 bedrooms, 3 baths, and sought-after Valley Central School District. Full basement adds approximately 1,345 sqft of potential living space, with framing materials already on site to bring your vision to life. Recreation room, home gym, sauna & cold plunge, media room, you customize YOUR perfect retreat. Begin the day on the sun filled front porch before stepping inside to light-filled interiors enhanced by hardwood floors, CRYSTAL chandelier, oak staircase, gas fireplace, and a gracious formal dining room. Chefs kitchen is designed for both everyday living and entertaining, featuring a Wi-Fi-enabled Wolf dual-fuel range, energy star stainless-steel appliances, white cabinetry & an expansive quartz-topped island with seating Which flows into the family room where cozy nights by the fire place & game nights await. Formal living room offers so many possibilities, as the flow of this home is above the rest. Generous bonus room offers exceptional flexibility for a home office, creative studio, fitness room, playroom, or private retreat, endless opportunities with the 2 extra 20 amp breakers tied to this room. Outdoors, a 16-foot swim spa with Swimming, rowing and a treadmill system creates a private year-round destination for exercise, relaxation, and wellness. So new everything is still in the crate?! Additional highlights include water-treatment systems, gutter guards, enhanced lighting and electrical features, an ADT security system including Smoke,Fire & CO detection. Garage offers a Tesla charger, Wi-Fi-enabled garage-door openers with integrated cameras & security options. Enjoy the serenity of the countryside while remaining just minutes from shopping, dining, schools, 4 miles to Transit & everyday conveniences. 60 minutes to NYC, spacious interiors, thoughtful upgrades, and inviting outdoor amenities, 112 Elise Drive offers a distinctive lifestyle in a peaceful yet convenient setting.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
1052153
Type:
Single Family
Lot size:
0.24 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

Welcome home to this beautifully updated 3-bedroom, 1.5-bathroom house located in a quiet neighborhood! This home features new flooring and fresh paint throughout, an updated kitchen, and a large deck with an expansive yard—perfect for relaxing or entertaining. The property includes private driveway parking and a full basement providing ample storage. With the added convenience of an in-unit washer and dryer, this home is move-in ready and designed for easy living.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
1051258
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Cronin & Company Real Estate 845-744-6275
View additional info

ADDITIONAL INFORMATION

THIS INCREDIBLE VALUE WILL NOT LAST LONG!!! MINISINK VALLEY SCHOOL DISTRICT!!! ROBINN MEADOWS!!!! Welcome to the perfect place to purchase your home in the highly sought after Minisink Valley School District! Perfectly situated in the desirable Robinn Meadows community, this lovingly maintained raised ranch offers the ideal balance of comfort, style, and everyday convenience, all set within a peaceful, friendly neighborhood. Step inside to discover gleaming hardwood floors that flow effortlessly throughout the main living spaces. The bright sun-filled family room provides a warm and inviting atmosphere, perfect for both relaxing evenings and lively gatherings. Just beyond, the formal dining room with custom built in cabinetry offers an elegant setting for entertaining or enjoying everyday meals. The beautifully crafted custom kitchen serves as the heart of the home, expertly designed to inspire any home chef with its high-end cabinetry and elegant granite countertops. The main level also features three generously sized bedrooms and a beautifully updated full bathroom, offering comfort and ease for guests alike. Downstairs, we have a ton more space! This lower level expands your living space with a second spacious living space currently serving as a primary suite with full bath and walk in closet this space is also ideal for entertaining, movie nights, or casual relaxation. This level also includes versatile flex space ready to adapt to your needs—whether it be a home office, gym, or guest suite and a mudroom/laundry room that could also serve many needs. Step outside and experience your own private backyard oasis. A large multi leveled composite deck overlooks the fenced in backyard and your beautiful private pool, creating the perfect setting for summer fun, outdoor dining, or peaceful relaxation. Additional highlights include central air conditioning, a large driveway, a detached two-car garage, and the added peace of mind of public water and sewer services. Conveniently located just minutes from schools, shopping, dining, and all major commuting routes, this home offers the perfect blend of suburban tranquility and accessibility. This incredible property truly checks all the boxes and is priced for a fast sale, don’t miss your opportunity to make it yours! Schedule today for a private viewing.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,887
Status:
Active
MLS#:
1051489
Type:
Single Family
Lot size:
13.2 Acres
Year built:
1999
A broker reciprocity listing Courtesy: River Realty Services, Inc. 845-564-2800
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ADDITIONAL INFORMATION

2,800 plus square foot sprawling ranch on amazing private pastoral parcel with a pond and detached garage great for enthusiasts of all kinds. Great opportunity. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash Only offers with proof of funds. Property is occupied, do not disturb the occupants.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,205
Status:
Active
MLS#:
1050855
Type:
Single Family
Lot size:
2 Acres
Year built:
2025
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft area and 3 bedrooms, including the master suite with an en-suite bath. Central A/C and hardwood floors throughout. A detached 2-car garage is also included. Additional Information: ParkingFeatures:2 Car Detached,

Beds:
3
Baths:
3.00
Sq.Ft.:
1,676
Status:
Active
MLS#:
1050843
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1920
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully updated and well-maintained single-family home offering classic character, spacious living, and modern updates. The first floor features original hardwood floors, a large living room with fireplace, formal dining room, updated eat-in kitchen with access to the backyard, and a full bathroom. Upstairs offers three generously sized bedrooms and an updated full hallway bathroom. The finished walk-up attic provides versatile additional living space, while the finished basement offers a laundry area, half bathroom, utility room, and workshop/storage space. Enjoy a detached garage, new driveway, enclosed backyard, and inviting front and rear porches—perfect for relaxing or entertaining. Recent updates include a new furnace and new driveway. Conveniently located near schools, shopping, major highways, the train station with service to NYC, and the NYC bus terminal, providing convenient transportation options for commuters. This home offers a great combination of comfort, character, space, and convenience. Recent updates include a new furnace and new driveway. Conveniently located near schools, shopping, major highways, and the train station with service to NYC, making this home a great combination of comfort, character, and convenience.

Beds:
3
Baths:
4.00
Sq.Ft.:
4,140
Status:
Active
MLS#:
1048303
Type:
Single Family
Lot size:
9.4 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Ellis Sotheby's Intl Realty 845-353-4250
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ADDITIONAL INFORMATION

Set on 9.4 private acres, this extraordinary custom home offers high-function living, privacy, and expansive outdoor space. Designed by the renowned architectural firm, Pendergast & Terach, and inspired by contemporary craftsman design, the open single-level layout creates a seamless flow throughout. The home features a soaring cathedral ceiling, anchored by an impressive stone fireplace and floor-to-ceiling windows that blur the boundary between the interior and exterior landscape. Wood posts and beams throughout the central living space provide warmth to the clean, modern lines and abundant natural light. The kitchen boasts high-end appliances, Premium Silestone countertops, and custom cabinets. The primary bedroom suite, complete with Japanese soaking tub, opens to a deck surrounded by nature. The finished lower level has French doors, a full bath, and ample storage space, office space, and room for future living expansion. All this and an oversized 2+ car garage. Convenient to outdoor activities such as hiking, boating, paddling, fishing and swimming, this one-of-a-kind home is located just over an hour to the George Washington Bridge, and one mile from the train to NYC.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,922
Status:
Active
MLS#:
1050156
Type:
Single Family
Lot size:
0.05 Acres
Year built:
1990
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates 845-547-0005
View additional info

ADDITIONAL INFORMATION

The Best Deal on the Market! Priced to sell and ready for its new owner! This is an opportunity you don’t want to miss. Whether you’re looking for your first home, an investment, or your next move, this property offers incredible value.This move-in-ready home offers 1,922 square feet of comfortable living space, featuring 2 bedrooms and 2 full bathrooms, plus a potential third bedroom or bonus room on the lower level. Enjoy easy, low-maintenance living with no HOA and low taxes. With a practical layout, plenty of space, and an attractive price point, this is a fantastic opportunity for a first-time buyer, downsizer, or anyone looking for affordable and easy living. So Close to All Shops, Highways, Hospital and Yet Tucked Away. Don’t miss this one—priced to sell quickly!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
1048430
Type:
Single Family
Lot size:
33.6 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Stonewall Realty Group LLC 845-492-0319
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ADDITIONAL INFORMATION

Exceptional 33.6-acre equestrian property in the Town of Wallkill, thoughtfully developed for serious equestrians. Classified by Orange County as a Horse Farm and located within an NYS Agricultural District, it features a substantial barn complex, indoor and outdoor riding arenas, numerous paddocks and turnout areas, supporting structures, and a two-bedroom apartment for on-site living. The grounds include approximately 15 medium-size grass paddocks, 8 smaller sand paddocks/turnouts near the barn for winter and inclement-weather use, a dedicated medical turnout, and a fenced field of approximately 6.5 acres with an interior fenced area surrounding a 30 x 64 loafing shed built in 2013. The shed includes a 12 x 16 stall, feed room, storage room, and 30 x 48 matted area with wall-mounted hay feeders, providing flexibility for turnout, rotation, rehabilitation, and herd management. Many exposed wood edges are protected by metal edging to help prevent chewing and reduce wear. Each paddock has access to one or more Nelson automatic waterers. Numerous frost-resistant outdoor faucets, plus one in the barn, provide backup access to fresh water, while electrical outlets throughout the grounds support water heaters, tools, and daily needs. Built in 2007, the main barn is designed for efficient horse care. A 16-foot-wide center aisle serves 8 approximately 12 x 12 stalls, each with rubber mats and Nelson automatic waterers. Two wash/grooming stalls feature hot and cold water and heat lamps. A climate-controlled tack room offers protected storage for saddles, bridles, and equipment. A dedicated feed room includes a storage closet. A separate utility room has a washer and dryer, with numerous closets throughout the barn for organization. A camera system provides coverage in each stall and throughout the barn. Above, a massive hayloft includes storage closets and individual hay chutes serving the stalls below. It accommodates approximately 1,400–1,600 oversized 50–55 lb. bales of hay, plus substantial bedding-pellet storage on a reinforced plywood section suitable for pallet-jack movement. Covered ventilation hatches provide airflow and protection from the elements. A heated and air-conditioned barn lounge offers year-round comfort for riders, trainers, staff, and guests and is appointed with quality cabinetry, granite countertops, sink, microwave, under-counter refrigerator, tile flooring, and recessed lighting. A heated and air-conditioned half bath is appointed with quality finishes. The approximately 1,280 sq. ft. two-bedroom apartment features an open living layout, granite kitchen with generous cabinetry and peninsula offering additional workspace and seating potential, full bath, and utility/laundry area, well suited for an owner, trainer, barn manager, staff member, or guests. The 84 x 214 indoor riding arena is equipped with TravelRight dust-free footing for comfortable year-round riding and training and is complemented by a 130 x 235 outdoor arena. Permanent four-board and no-climb top-board fencing, gates, established lanes, and an organized barn-and-paddock layout enhance day-to-day horse management. An automatic entrance gate provides controlled access. A backup generator supports the property during outages, while a hand pump on the well offers another means of obtaining water for animals during a prolonged outage. Conveniently located a short drive from Route 17/I-86 Exit 119, the property combines easy regional access with the privacy and space of a country equestrian setting. The acreage, extensive infrastructure, riding facilities, and on-site accommodations create a rare opportunity to acquire an established horse property in the Middletown/Town of Wallkill area. Available as 120 Shaw Road on its own or as a package with 174 Shaw Road, adding approximately 3.8 acres and an additional building site for expansion, future development, residential use, or enhanced equestrian operations.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,540
Status:
Active
MLS#:
1049857
Type:
Single Family
Lot size:
0.07 Acres
Year built:
1956
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

Beautiful home for Sale that features 4 bedrooms with 2.5 baths in a desirable area of Middletown just minutes from Orange County Community College. Do NOT let the outside fool you as this home is bigger than expected inside as it has many finished levels! Newly remodeled and ready for its final touches. Open floor layout from Living room to dining room & kitchen all with newly stained hardwood floors. The kitchen features new cabinets, granite counters and new stainless steel appliances right out the box! 4 bedrooms are located on the upper level, one which is a Suite with its own private bath and shower. Completely remodeled tiled bath with new toilet vanity & sink. A 2nd full bathroom with a tub AND tiled shower completes the upper floor. Again all new top to bottom! A finished lower level offers a Family room, office, and a 3rd half bath along with a laundry room with a new washer & dryer! So much open space is found in this level ideal for an oversized family room, entertainment area, office or workout room. The basement is ALSO finished adding more than enough storage space if it’s needed. Nice size yard that just needs to be cleaned up ideal for gathering & entertaining. Grill and enjoy morning coffee right off the newly pavered patio!!! Plenty of parking along with a 2 car garage. Among some of the upgrades this home offers are the new roof, baths, kitchen, new mechanicals and more! Close proximity to Schools, Colleges, Touro Medical, Garnet Health, and shopping. Call and make this house your home! (AS-IS SALE)

Beds:
3
Baths:
1.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
1020678
Type:
Single Family
Lot size:
0.13 Acres
Year built:
1930
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Enjoy the comfort and character of this classic Colonial at 13 Columbia Avenue, offering 3 bedrooms, 1 full bath, and 1,320 square feet of living space in Middletown. A welcoming covered front porch leads into a light-filled interior designed for comfortable everyday living. The spacious eat-in kitchen offers abundant cabinetry and counter space, while the formal dining area provides a dedicated setting for meals and gatherings. A convenient first-floor bedroom adds flexibility, and additional features include ceiling fans, a walk-in closet, central air, and natural-gas forced-air heating. The full basement provides valuable additional space for storage and future possibilities. Outside, enjoy a generous 5,500-square-foot lot, private driveway, and detached one-car garage for added parking and storage. With convenient access to Middletown shopping, dining, schools, parks, and major roadways, this home combines classic character, practical features, and everyday convenience in a location that keeps you connected.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,692
Status:
Active
MLS#:
1048889
Type:
Single Family
Lot size:
0.06 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
View additional info

ADDITIONAL INFORMATION

Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch. Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of bedrooms and bathrooms for the whole family. One of the home’s standout features is the full walk-out basement, offering excellent potential for additional living space, a recreation room, home office, gym, workshop, or extra storage. A private fenced-in yard is easy to maintain but offers additional gathering space for friends, family, and pets. Located just minutes from shopping like the Galleria Mall and Route 211, dining, Garnet Hospital, schools, major highways (I-84, 17/ I-86), gyms, and train transportation, this property makes commuting and daily errands exceptionally convenient. Whether you're looking for your first home, additional space, or a property in a highly accessible location, 13 Old Anvil Lane offers a great combination of value, versatility, and convenience in the heart of the Middletown area.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,408
Status:
Active
MLS#:
1047868
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1988
A broker reciprocity listing Courtesy: BHG Real Estate Green Team 845-208-9928
View additional info

ADDITIONAL INFORMATION

Welcome to this amazing 3-bedroom ranch in Minisink! Offering a spacious open floor plan, this home is designed for comfortable everyday living and effortless entertaining. The primary bedroom features its own walk-in closet, while 3 full bathrooms provide plenty of convenience for family and guests. The finished basement offers 800+ sq feet of additional living space (NOT included in the listed sq. footage) with endless possibilities for a recreation room, home office, gym, or media area. An attached two-car garage and generous driveway provide ample parking and storage. Outside, enjoy your own private backyard retreat! The large back deck overlooks a gorgeous, level yard, complete with a beautiful inground pool and pool house; the perfect setting for summer entertaining, relaxing, and creating memories with family and friends! Move-in ready and the perfect blend of comfortable living, functional space, and an exceptional outdoor oasis. Come see all this special home has to offer!

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Middletown Real Estate

Middletown is located in New York. Middletown, New York has a population of 30,086. Middletown is less family-centric than the surrounding county with 32.23% of the households containing married families with children. The county average for households married with children is 36.93%.

The median household income in Middletown, New York is $59,755. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Middletown is 37.8 years.

Middletown Weather

The average high temperature in July is 83.6 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 44.4 inches per year, with 40.5 inches of snow per year.

Middletown Map

Middletown Real Estate Market Conditions

  • Median sales price

    $407,500
    17.6%
    change since last quarter
  • # Active listings

    282
    30-day change

Middletown Schools and Demographics

Education near Middletown, NY

City County
High School Graduates 85.26 89.92
College Degree - 2 year 10.49 10.52
College Degree - 4 year 19.06 31.44
Graduate Degree 5.21 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Middletown, NY

Grades Students P/T Ratio ZIP
Circleville Elementary School PK - 05 569 13.9 10919
Goshen Intermediate School 03 - 05 655 15.2 10924
Maple Hill Elementary School KG - 05 1,162 14.9 10940
Minisink Valley Elementary School KG - 02 440 14.7 10940
Minisink Valley Intermediate School 03 - 05 504 14.4 10940
N A Hamilton Bicentenial School KG - 06 482 12.1 12729
Otisville Elementary School KG - 05 575 13.7 10963
Pakanasink Elementary School PK - 05 461 14.3 10919
Presidential Park Elementary School KG - 05 1,338 15.6 10940
Scotchtown Avenue School KG - 02 591 16 10924
Truman Moon School KG - 05 282 11.8 10940
William A Carter School KG - 05 668 12.8 10940

Middle Schools near Middletown, NY

Grades Students P/T Ratio ZIP
C J Hooker Middle School 06 - 08 720 14.3 10924
Circleville Middle School 06 - 08 553 13.5 10919
Middletown Twin Towers Middle School 06 - 08 841 12.8 10940
Minisink Valley Middle School 06 - 08 953 14.3 10940
Monhagen Middle School 06 - 08 793 12.1 10940

High Schools near Middletown, NY

Grades Students P/T Ratio ZIP
Goshen Central High School 09 - 12 925 13.6 10924
Middletown High School 09 - 12 2,058 14.1 10940
Minisink Valley High School 09 - 12 1,379 15.9 10940

Ungraded Schools near Middletown, NY

Grades Students P/T Ratio ZIP
* Goshen Secure Center 08 - 12 56 10924
Orange-Ulster Boces KG - 12 1,007 26.4 10924

Demographics near Middletown, NY

City County
Neighborhood Type Suburban
Population 30,086 398,277
Population Density 5,927 490
Median Age 37.8 37
People per Household 2.8 2.9
Median Household Income 59,755 85,640
Average Income per Capita 29,449 37,651

Real estate near Middletown